The creation of the film followed the traditional collaborative nature of the source material – the visuals for each of the 36 stanzas were independently created by 35 different animators. As well as many Japanese animators, Kawamoto assembled leading names of animation from across the world. Each animator was asked to contribute at least 30 seconds to illustrate their stanza, and most of the sequences are under a minute (Yuriy Norshteyn's, though, is nearly two minutes long).

The released film consists of the 40-minute animation, followed by an hour-long 'Making of' documentary, including interviews with the animators. Winter Days won the Grand Prize of the Japan Media Arts Festival in 2003.

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Norshteyn animated the opening stanza (hokku) as the special guest (kyaku). Chikusai is running around listening to trees, and meets Bashō. He's awed, but is amused to see that Bashō is picking bugs out of a cloak that is as torn as his own. He gives Bashō his own hat in exchange for Bashō's (which has a gaping hole at the top) and goes away. Suddenly, the wind picks up and blows the torn hat away. Chikusai chases after it and manages to catch it, but then with a shrug lets it go and allows it to fly off wherever the wind will take it. Meanwhile, Bashō is moving slowly and laboriously against the wind, with a hand on his new hat to keep it from flying away.

Speaking at the November 30, 2007 Russian theatrical premiere of Winter Days, Norshteyn said that he had made a longer, 3-minute version of this segment, but had not yet added sound to it.[2]

Kawamoto animated the second (waki) and final (ageku) stanzas as the organiser (shōshō).